Ethanol → Ethyl 2-(2-aminothiazol-4-yl)-2-(2,4-dichlorobenzyloxyimino)acetate

HRID 745393Notes

Reaction equation

HRID 745393 reaction equation
Cl[CH2:2][C:3](=O)[C:4](=[N:10][O:11][CH2:12][C:13]1[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][C:14]=1[Cl:20])[C:5]([O:7][CH2:8][CH3:9])=[O:6].[NH2:22][C:23]([NH2:25])=[S:24].C([O-])(=O)C.[Na+].C(O)C>O>[NH2:25][C:23]1[S:24][CH:2]=[C:3]([C:4](=[N:10][O:11][CH2:12][C:13]2[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][C:14]=2[Cl:20])[C:5]([O:7][CH2:8][CH3:9])=[O:6])[N:22]=1

Participants

6

Reactant 4

HCID 702EthanolHCID 517045Sodium AcetateHCID 2723790ThioureaHCID 54185640HCID 54185640, compound

Product 1

HCID 54440018Ethyl 2-(2-aminothiazol-4-yl)-2-(2,4-dichlorobenzyloxyimino)acetateYield 32.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Ethyl 4-chloro-2-(2,4-dichlorobenzyloxyimino)-3-oxobutyrate (syn isomer, 37.3 g.), thiourea (8.1 g.), sodium acetate (8.7 g.), ethanol (100 ml.) and water (100 ml.) were treated in a similar manner to that of Example C-(3) to give ethyl 2-(2-aminothiazol-4-yl)-2-(2,4-dichlorobenzyloxyimino)acetate (syn isomer, 12.7 g.).

Sources & evidence

ORD record
ord-cddaa424b02443af8b47b108be900da2
Source dataset
uspto-grants-1986_07
Patent number
US04598147

Reaction notes

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